HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (3R)-1-[1-(4-Bromophenyl)ethyl]-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]-nonan-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(4-Bromophenyl)ethyl methanesulfonate | HCID 22289856 | — |
| Reactant | (3R)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one | HCID 67355529 | — |
| Reactant | HCID 178486088 | HCID 178486088 | — |
| Product | (3R)-1-[1-(4-Bromophenyl)ethyl]-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]-nonan-6-one | HCID 24759313 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of (3R)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (0.030 g, 0.00012 mol; which was prepared by using procedures analogous to those described for the synthesis of Example 32, derived from peak 2 of step 2), 1-(4-bromophenyl)ethyl methanesulfonate (0.053 g, 0.00019 mol) and potassium carbonate (0.035 g, 0.00025 mol) in dimethylsulfonamide (DMSO) (1.0 mL, 0.014 mol) was stirred at 100° C. for 16 h. The crude reaction mixture was purified by prep. HPLC to afford the desired product. LC-MS: 421.0/423.0 (M+1H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998959B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-6fb3443daec74b119efb9d9c67e125f6 |
| Source note | uspto-grants-2011_08 |